反応 #1178404

反応方程式

4-Benzoylbenzoic acid

thionyl chloride

toluene

→

4-Benzoylbenzoyl Chloride

収率 91.0%

溶媒

Dimethylformamide

反応条件

後処理

1. 1
   その他equipped
2. 2
   温度with reflux condenser and overhead stirrer
3. 3
   温度the mixture was heated
4. 4
   温度at reflux for 4 hours
5. 5
   温度After cooling
6. 6
   その他the solvents were removed under reduced pressure
7. 7
   その他the residual thionyl chloride was removed by three evaporations
8. 8
   その他The product was recrystallized from 1:4 toluene
9. 9
   その他hexane to give 988 g (91% yield)
10. 10
    その他after drying in a vacuum oven
11. 11
    その他The final compound was stored for use in the preparation of a monomer

実験手順

4-Benzoylbenzoic acid (BBA), 1.0 kg (4.42 moles), was added to a dry 5 liter Morton flask equipped with reflux condenser and overhead stirrer, followed by the addition of 645 ml (8.84 moles) of thionyl chloride and 725 ml of toluene. Dimethylformamide, 3.5 ml, was then added and the mixture was heated at reflux for 4 hours. After cooling, the solvents were removed under reduced pressure and the residual thionyl chloride was removed by three evaporations using 3×500 ml of toluene. The product was recrystallized from 1:4 toluene:hexane to give 988 g (91% yield) after drying in a vacuum oven. Product melting point was 92-94° C. Nuclear magnetic resonance (NMR) analysis (1H NMR (CDCl3)) was consistent with the desired product: aromatic protons 7.20-8.25 (m, 9H). All chemical shift values are in ppm downfield from a tetramethylsilane internal standard. The final compound was stored for use in the preparation of a monomer used in the synthesis of Compound III.

出典